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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71817Generated: October 25, 2026

1(2H)-Quinolinecarboxylic acid, ethyl ester → N-Boc-pyrrolidine

https://huagongshe.com/reaction/71817

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1(2H)-Quinolinecarboxylic acid, ethyl esterHCID 27813—
Reactant4,4'-DiaminobenzanilideHCID 69917—
Reactant1-[(Tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 268472—
SolventDichloromethaneHCID 6344—
ProductN-Boc-pyrrolidineHCID 643455146.6%

Reaction Steps

4-Amino-N-(4-amino-phenyl)-benzamide (3.00 g) and pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (6.55 g) were dissolved in DCM (90 mL), and 1-ethoxycarbonyl-1,2-dihydroquinoline (7.88 g) was added. The reaction mixture was stirred at ambient temperature for 17 hours and evaporated under vacuum. Oil was dissolved in ethyl acetate, forming a precipitate, which was collected by vacuum filtration and dried under vacuum, giving 2-(4-{-4-[(pyrrolidine-1′-carboxylic acid tert-butyl ester)-phenylcarbamoyl}-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (7.64 g, 93%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822430B2
Source datasetuspto-grants-2014_09
ORD IDord-851abe264ae2447caeeeb1878922558d
Source noteuspto-grants-2014_09